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Cheap flights from Chicago to Toronto from C$ 137

CHI — YTO
29 Nov — 6 Dec1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Chicago to Toronto are usually found in January or March, booked 47 days in advance, depart on a Tuesday or Sunday and return on a Friday

Cheap flight deals from Chicago to Toronto

Enter your travel dates to find the best prices.

Cheapest flights from Chicago to Toronto

Wed 9/126:20 p.m. -
Nonstop1h 45m
Wed 16/124:35 p.m. -
Nonstop2h 05m
Deal found 25/10C$ 302
Thu 3/126:20 p.m. -
Nonstop1h 45m
Wed 9/1210:30 a.m. -
Nonstop2h 05m
Deal found 25/10C$ 310
Thu 19/1112:15 p.m. -
Nonstop1h 45m
Sun 22/114:35 p.m. -
Nonstop2h 05m
Deal found 25/10C$ 315
Thu 19/1112:15 p.m. -
Nonstop1h 45m
Sun 22/118:30 a.m. -
1 stop7h 32m
Deal found 26/10C$ 316
Thu 19/111:55 p.m. -
Nonstop1h 47m
Sun 22/1110:45 a.m. -
1 stop5h 17m
Deal found 26/10C$ 322
Thu 3/126:20 p.m. -
Nonstop1h 45m
Sun 6/1210:29 a.m. -
Nonstop2h 05m
Deal found 27/10C$ 324
Tue 24/1112:15 p.m. -
Nonstop1h 45m
Tue 1/124:35 p.m. -
Nonstop2h 05m
Deal found 27/10C$ 326
Mon 23/116:20 p.m. -
Nonstop1h 45m
Thu 26/114:35 p.m. -
Nonstop2h 05m
Deal found 27/10C$ 327
Thu 3/128:45 a.m. -
Nonstop1h 42m
Sun 6/128:05 a.m. -
Nonstop2h 03m
Deal found 26/10C$ 333
Fri 11/128:50 p.m. -
Nonstop1h 42m
Fri 18/126:55 p.m. -
Nonstop2h 03m
Deal found 27/10C$ 380
Mon 16/118:40 p.m. -
Nonstop1h 43m
Mon 23/116:55 p.m. -
Nonstop2h 03m
Deal found 26/10C$ 387
Thu 3/128:00 a.m. -
Nonstop1h 56m
Wed 9/127:09 a.m. -
Nonstop2h 30m
Deal found 27/10C$ 389

Find flight deals from Chicago to Toronto

Round-trip from

C$ 302

One-way from

C$ 137

Popular in

October

Cheapest in

January

Average price

C$ 467

Good round-trip deal

C$ 290 or less

Good one-way deal

C$ 201 or less
Porter Airlines
  • Porter Airlines
  • 9/12-16/12
  • Nonstop
  • 3h 50m total
  • Chicago to Toronto
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Porter Airlines
  • Porter Airlines
  • 22/11-31/12
  • Nonstop
  • 1h 45m total
  • Chicago to Toronto
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Highest demand for flights based on searches. 6% potential increase in price (C$ 43 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 7 potential savings vs. average RT price).
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Average for round-trip flights in October 2026
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Price to beat on a round-trip flight from Chicago (CHI) to Toronto (YTO).
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Price to beat on a one-way flight from Chicago (CHI) to Toronto (YTO).
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Chicago to Toronto that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Wed 18/11

7:05 a.m.-11:19 a.m.

1 stop3h 14m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 171

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Wed 25/11

2:44 p.m.-10:57 p.m.

1 stop7h 13m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 171

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Sat 12/12

2:41 p.m.-11:07 p.m.

1 stop7h 26m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 171

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Tue 1/12

11:39 a.m.-5:20 p.m.

1 stop4h 41m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 171

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Tue 23/2

7:00 a.m.-4:04 p.m.

1 stop8h 04m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 171

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Wed 18/11

9:30 a.m.-1:30 p.m.

1 stop3h 00m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 171

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Tue 1/12

9:37 a.m.-5:20 p.m.

1 stop6h 43m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 171

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Wed 25/11

9:30 a.m.-1:30 p.m.

1 stop3h 00m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 171

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Mon 30/11

1:31 p.m.-10:57 p.m.

1 stop8h 26m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 171

ChicagoToronto

ORD Chicago O'Hare Intl - YTZ Toronto Island

ORDYTZ

Chicago O'Hare Intl

Tue 8/12

12:15 p.m.-3:00 p.m.

Nonstop1h 45m

Toronto Island

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 173

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/10

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Chicago to Toronto

Have a flexible travel schedule? Discover the best time to fly to Toronto from Chicago with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Chicago to Toronto

What is the cheapest month to book a flight from Chicago to Toronto?

Currently, February is the cheapest month in which you can book a flight from Chicago to Toronto (average of C$ 403). Flying from Chicago to Toronto in August is currently the most expensive (average of C$ 501). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to YTO?

A simple way to save on the total cost of your ticket is to fly from Chicago to Toronto in the evening. If you’re flexible enough to do this you can expect to save up to 30% on your trip compared to booking a flight at noon.

How much does it cost to fly round-trip from Chicago to Toronto?

Airfare is below average for this route at the moment.
Chicago to Toronto flights typically cost between C$ 340 and C$ 543 in December.
The cheapest round-trip price found within the last 5 days was C$ 302 on Porter Airlines (9 Dec-16 Dec).

How often are flights from Chicago to Toronto delayed?

About 22% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 133 minutes.

What is the most punctual flight time for Chicago to Toronto flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Toronto flights?

Over the past year, American Airlines has had the lowest number of delays on this route, with just 17% of flights being delayed.

How far ahead should I book a flight from Chicago to Toronto?

The price you pay for your flight from Chicago to Toronto may vary depending on when you book. For the best chance of a lower fare, look to book 71 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest day to fly from Chicago to Toronto?

Travelers seeking maximum savings on their Chicago to Toronto flight should consider departing on Thursday mornings when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Toronto

Read through reviews of airlines operating flights from Chicago to Toronto, such as Porter Airlines,United Airlines, andAir Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
467 reviews
Check prices

Crew

8.6

Entertainment

6.9

Comfort

8.0

Overall

8.0

Boarding

8.2

Food

7.6

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Porter Airlines
8.0
Very good
467 reviews
Porter Airlines
8.0
Very good
467 reviews
Check prices

Crew

8.6

Entertainment

6.9

Comfort

8.0

Overall

8.0

Boarding

8.2

Food

7.6

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
United Airlines
7.3
Good
10,453 reviews
Porter Airlines
8.0
Very good
467 reviews
Check prices

Crew

8.6

Entertainment

6.9

Comfort

8.0

Overall

8.0

Boarding

8.2

Food

7.6

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Air Canada
7.1
Good
11,833 reviews
Porter Airlines
8.0
Very good
467 reviews
Check prices

Crew

8.6

Entertainment

6.9

Comfort

8.0

Overall

8.0

Boarding

8.2

Food

7.6

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats

Related info for your journey

  • How long is the flight from Chicago to Toronto?

    Porter Airlines, Delta, and United Airlines can get you from Chicago to Toronto in just under 1h 45m. Your travel time can differ by up to 2h 47m. Chicago and Toronto are separated by a distance of 716 km. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago to Toronto round-trip?

    Our cheapest airline available from Chicago to Toronto is American Airlines. Our recent data shows that you can find tickets from as low as C$ 136 on this airline. Additional options worth looking into are Air Canada and United Airlines, starting at C$ 288 and C$ 350 round-trip. You may be able to fly from Chicago to Toronto for 67% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago to Toronto one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as C$ 113. Users have also found prices from C$ 114 and C$ 125 on Porter Airlines and United Airlines, respectively.

  • What are the most popular routes from Chicago to Toronto?

    The most popular route from Chicago to Toronto is Chicago O'Hare Intl - Toronto Pearson Intl. You may also consider Chicago O'Hare Intl - Toronto Island or Chicago Midway - Toronto Pearson Intl.

  • What are the most reliable airlines from Chicago to Toronto?

    The top 3 most reliable airlines when flying from Chicago to Toronto are Atlas Air (88%), Korean Air (87%) and Republic Airways (84%).

  • What are the cheapest flights from Chicago to Toronto?

    While on average a flight from Chicago to Toronto is generally C$ 377, our data shows the cheapest flight currently is C$ 162. When looking at the most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), you can expect to pay C$ 375 for that flight.

  • Can I find deals for flights from Chicago to Toronto that include hotel bookings?

    Yes. In addition to deals on Chicago to Toronto flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Toronto?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Toronto.

  • Can I find deals for business class flights from Chicago to Toronto?

    Yes. Cheapflights offers flight deals from Chicago to Toronto by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Toronto?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Toronto (average of C$ 403). Flying from Chicago to Toronto in August is currently the most expensive (average of C$ 501). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top 3 airlines flying from Chicago to Toronto

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 136AverageC$ 664FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 288AverageC$ 447FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 350AverageC$ 446FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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Deals for Chicago to Toronto flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Toronto?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago to Toronto.

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Yes, we can. To see specific flights from Chicago to Toronto with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Toronto from Chicago today and book when prices fit your budget.

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